Nitric Acid → 4-Acetamido-2-hydroxy-5-nitrobenzoic acid

HRID 2205116

반응식

HRID 2205116 반응식
[N+:1]([O-:4])(O)=[O:2].[C:5]([NH:8][C:9]1[CH:17]=[CH:16][C:12]([C:13]([OH:15])=[O:14])=[C:11]([OH:18])[CH:10]=1)(=[O:7])[CH3:6]>C(O)(C(F)(F)F)=O>[C:5]([NH:8][C:9]1[C:17]([N+:1]([O-:4])=[O:2])=[CH:16][C:12]([C:13]([OH:15])=[O:14])=[C:11]([OH:18])[CH:10]=1)(=[O:7])[CH3:6]

참가 물질

4

반응물 2

HCID 944Nitric AcidHCID 655094-Acetamidosalicylic acid

생성물 1

HCID 672874384-Acetamido-2-hydroxy-5-nitrobenzoic acid수율 28%

시약·촉매·용매 1

HCID 6422Trifluoroacetic acid용매

실험 절차

Nitric acid (fuming) (23.8 g, 378 mmol, 1.20 equiv) was added in portions under 50° C. to a mixture of 4-acetamido-2-hydroxybenzoic acid (61.4 g, 315 mmol, 1.00 equiv) and TFA (700 mL) in a 2-L round-bottom flask. The resulting solution was allowed to react, with stirring, for 3 hr at room temperature before being concentrated under vacuum. The residue was dissolved in 800 mL of acetone, stirred for 15 min. at reflux, then cooled. The solids were collected by filtration, giving 21.1 g (28%) of 4-acetamido-2-hydroxy-5-nitrobenzoic acid as an orange solid.

후처리

  1. customto react
  2. concentrationbefore being concentrated under vacuum
  3. dissolutionThe residue was dissolved in 800 mL of acetone
  4. stirringstirred for 15 min.
  5. temperatureat reflux
  6. temperaturecooled
  7. filtrationThe solids were collected by filtration

출처 및 근거

ORD 기록
ord-6eff936efc6a4aeb84ebc961e2d0f6fc
출처 데이터셋
uspto-grants-2016_06
특허 번호
US09370522B2

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